Heterocyclic Building Blocks-Isoquinoline

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22246-02-2,6-Chloro-3,4-dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

[B] [5-(6-Chloro-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-pyridin-3-yl]-acetic acid (5-Bromo-pyridin-3-yl)-acetic acid methyl ester (230 mg, 1.0 mmol), 6-chloro-3,4-dihydro-2H-isoquinolin-1-one (intermediate A-2) (182 mg, 1.0 mmol), CuI (40 mg, 0.21 mmol), Cs2CO3 (650 mg, 2.0 mmol) and (+)-(1S,1S)-1,2-diaminocyclohexane (0.1 mL, 0.8 mmol) were dissolved in dioxane (4.0 ml) and the resulting reaction mixture was heated at 150 C. for 2 hours before it was poured into H2O (20 mL) and extracted with EtOAc (2*100 mL). The combined organic layer was washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product (230 mg, 72.5%) as light brown oil. MS: 317.1 (M+H+)., 22246-02-2

22246-02-2 6-Chloro-3,4-dihydroisoquinolin-1(2H)-one 19375637, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Hoffmann-La Roche Inc.; Aebi, Johannes; Amrein, Kurt; Chen, Wenming; Hornsperger, Benoit; Kuhn, Bernd; Liu, Yongfu; Maerki, Hans P.; Mayweg, Alexander V.; Mohr, Peter; Tan, Xuefei; Wang, Zhanguo; Zhou, Mingwei; US2013/143863; (2013); A1;,
Isoquinoline – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6624-49-3,Isoquinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

6624-49-3, A solution of 2 (519.0 mg, 3.0 mmol) and mono-N-Boc-protected TREN (3) (246.0 mg, 1.0 mmol) in DMF (50 mL) was prepared at room temperature under nitrogen. While stirring, DMTMM (4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholiniumchloride) (830.1 mg, 3 mmol) and NMM (N-methylmorpholine) were added (dropwise 2-3 ml) to get a pH of about 9. Then solution was diluted with methanol (10 ml) and allowed to stir at room temperature. After 12 h, the solvent was removed in vacuo and the residue was dissolved in ethyl acetate. After removal of solvent the crude product was purified by column chromatography using silica gel and CH2Cl2:MeOH (20:1). The product 4 (338.6 mg, 61%) was obtained as a white solid.

As the paragraph descriping shows that 6624-49-3 is playing an increasingly important role.

Reference£º
Article; Gao, Fei; Liu, Haiqing; Li, Li; Guo, Jianpeng; Wang, Yuji; Zhao, Ming; Peng, Shiqi; Bioorganic and Medicinal Chemistry Letters; vol. 25; 20; (2015); p. 4434 – 4436;,
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Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13130-79-5,1-Bromoisoquinolin-3-amine,as a common compound, the synthetic route is as follows.

A mixture of 1-bromoisoquinolin-3-amine (400 mg, 1.79 mmol, 1.00 eq) and tert-butoxycarbonyl tert-butyl carbonate (3.91 g, 17.9 mmol, 4.12 mL, 10.0 eq) was stirred at 70¡ã C. for 16 hours. The residue was purified by column chromatography (SiO 2, diethyl ether/ethyl acetate=5:1) to give tert-butyl N-(1-bromo-3-isoquinolyl) carbamate (400 mg, 1.24 mmol, 69.2% yield) as a yellow solid. ESI MS m/z 322.1, 324.1 [M+H] +.

13130-79-5, 13130-79-5 1-Bromoisoquinolin-3-amine 289845, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Mirati Therapeutics, Inc.; Array BioPharma Inc.; Blake, James F.; Burgess, Laurence E.; Chicarelli, Mark Joseph; Christensen, James Gail; Cook, Adam; Fell, Jay Bradford; Fischer, John P.; Marx, Matthew Arnold; Mejia, Macedonio J.; Savechenkov, Pavel; Vigers, Guy P.A.; Smith, Christopher Ronald; Rodriguez, Martha E.; US2019/144444; (2019); A1;,
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82827-09-6, 6-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

82827-09-6, To a solution of 6-bromoisoquinolin-1(2H)-one (0.5 g, 2.23 mmol) in DMA (10 mL), wasadded NaH (60%, 0.13 g, 3.34 mmol) at room temperature and the mixture was stirred for 30mi 4-methoxybenzyl chloride (0.52 g, 3.34 mmol) was added to the reaction mixture at room temperature. The reaction mixture was stirred at rt for 3 h. Progress of the reaction was monitored by TLC. The reaction mixture was diluted with water (100 mL) and extracted with EtOAc (2 x 50 mL). The organic layers were separated, dried (Na2SO4), filtered and concentratedto afford 130 (1.02 g, crude) as a brown semisolid. This material was used for the next step without further purification. MS (ESl + ye): 344.04. 1H-NMR (400 MHz; DMSO-d6): oe 8.12 (d, J = 8.56 Hz, 1H), 7.94 (s, 1H), 7.65-7.62 (m, 2H), 7.30-7.26 (m, 2H), 6.91-6.87 (m, 2H), 6.61 (d, J = 7.32 Hz, 1H), 5.08 (s, 2H), 3.72 (s, 3H).

The synthetic route of 82827-09-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CARDIO THERAPEUTICS PTY LTD; TREUTLEIN, Herbert; ZENG, Jun; DIXON, Ian; JAMES, Ian; PALMER, James T; (169 pag.)WO2018/165718; (2018); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.27655-40-9,Isoquinoline-5-sulfonic acid,as a common compound, the synthetic route is as follows.

a 5-Isoquinolinesulfonyl chloride A mixture of 5-isoquinolinesulfonic acid (4.18 g, 20 mmol), and phosphorus pentachloride (6.24 g, 30 mmol) in phosphorus oxychloride (20 mL) was heated at 120 C. for two days. The reaction mixture was cooled to room temperature and diluted with dry chloroform (60 mL). The white precipitate was collected, washed with dry chloroform, and dried under high vacuum to give the title compound as a white solid (4.40 g, 83%) which was used for next step without further purification. 1H-NMR (300 MHz, CDCl3)delta9.95 (s, 1H), 9.16 (d, J=6.8 Hz, 1H), 8.74 (d, J=6.8 Hz, 1H), 8.52 (t, J=7.0 Hz, 2H), 7.99 (t, J=7.3 Hz, 1H).

27655-40-9, As the paragraph descriping shows that 27655-40-9 is playing an increasingly important role.

Reference£º
Patent; 3-Dimensional Pharmaceuticals, Inc.; US6235778; (2001); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20232-39-7,6,7-Dimethoxy-3,4-dihydroisoquinoline hydrochloride,as a common compound, the synthetic route is as follows.

In a 100-ml two-necked round bottom flask equipped with a mechanical stirrer, an addition funnel and an argon in/outlet, 5.0 g of 1 was suspended in 19 ml of heptane at room temperature. 19 ml of 2-PrOH was added over 15 minutes and stirring was continued for 1 h. A 200-ml four-necked round bottom flask equipped with a mechanical stirrer, an addition funnel and an argon in/outlet, was charged with 7.4 g of 2, 268.0 mg of NaOAc and 1.9 ml of H2O in 56 ml of 2-PrOH. To this mixture was added over 1.5 h the previously prepared emulsion and, after 1 h, 333 mul, of conc. aqueous HCl was added. 55 ml of heptane was added over 30 minutes. The yellow suspension was stirred for 2 h at room temperature, filtered and washed portionwise with 12 ml of 2-PrOH and 24 ml of heptane (cooled to 0¡ã C.). Evaporation of the solvent and drying under high vacuum gave 10.23 g (84percent) of 3c as an off-white solid.

20232-39-7, 20232-39-7 6,7-Dimethoxy-3,4-dihydroisoquinoline hydrochloride 2724664, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Abrecht, Stefan; Adam, Jean-Michel; Fettes, Alec; Hildbrand, Stefan; US2008/71087; (2008); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.622867-52-1,tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.,622867-52-1

Example 4: [6-Dimethylaminomethyl-3,4-dihydro-2( 1 H)isoquinolin-2-yl]( 1 -methyl- 1 H-indol-2-yl)methanone:(1) Production of 1,1-dimethylethyl 6-(t-butyldiphenylsilyloxymethyl)-3,4-dihydro-2(lH)- isoquinolinecarboxylate: T-butyldiphenylchlorosilane (557 mg, 2.03 mmol) and imidazole (288 mg, 4.22 mmol) were added in an N,N-dimethylformamide (6 mL) solution of 1,1-dimethylethyl 3,4-dihydro-6- (hydroxymethyl)-2(lH)-isoquinolinecarboxylate (445 mg, 1.69 mmol), and the mixture was stirred overnight at room temperature. The reaction liquid was diluted with ethyl acetate (20 mL), and washed with water and saturated brine. The organic layer was dried with magnesium sulfate, and the solvent was evaporated off under reduced pressure. The residue was purified through silica gel column chromatography to give the entitled compound (975 mg, 100 %) as a colorless oil.

622867-52-1 tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 59132278, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; BANYU PHARMACEUTICAL CO.,LTD.; HAGA, Yuji; MIZUTANI, Sayaka; SATO, Nagaaki; WO2010/126164; (2010); A1;,
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Isoquinoline | C9H7N – PubChem

18881-17-9, (S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

18881-17-9, Compound 62 (5.3 g, 16.47 mmol) and (S)-(1,2,3,4-tetrahydroisoquinolin-3-yl)methanol (2.96 g,18.12 mmol) were dissolved in dichloromethane (47.1 mL). The reaction mixture was cooled to0 C and triethylamine (3.44 mL, 24.71 mmol) was added dropwise under Ar. The reaction mixturewas then warmed to room temperature and was stirred overnight. The solution was concentratedand the crude product was purified by silica gel chromatography (ethyl acetate/hexanes, gradient,0% to 80%) to obtain compound 12 (7.22 g, 16.10 mmol, 98% yield).

As the paragraph descriping shows that 18881-17-9 is playing an increasingly important role.

Reference£º
Article; Reid, Emily E.; Archer, Katie E.; Shizuka, Manami; McShea, Molly A.; Maloney, Erin K.; Ab, Olga; Lanieri, Leanne; Wilhelm, Alan; Ponte, Jose F.; Yoder, Nicholas C.; Chari, Ravi V.J.; Miller, Michael L.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 17; (2019); p. 2455 – 2458;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

93117-08-9,93117-08-9, 5-Aminoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of the appropriate amine (1.0mmol) in THF was added pyridine (1.1mmol) and phenyl chloroformate (1.0mmol) at 0C and stirred at room temperature for 1h. The reaction mixture was quenched with water and extracted with EtOAc several times. The combined organic layer was washed with brine, dried with MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel colunm chromatography to afford the desired product.

93117-08-9 5-Aminoisoquinolin-1(2H)-one 2072, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Article; Lee, Hobin; Ahn, Songyeon; Ann, Jihyae; Ha, Heejin; Yoo, Young Dong; Kim, Young Ho; Hwang, Ji-Young; Hur, Kwang-Hyun; Jang, Choon-Gon; Pearce, Larry V.; Esch, Timothy E.; Lewin, Nancy E.; Blumberg, Peter M.; Lee, Jeewoo; European Journal of Medicinal Chemistry; vol. 182; (2019);,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7742-73-6,1,3-Dichloroisoquinoline,as a common compound, the synthetic route is as follows.

7742-73-6, (a) A mixture of 1,3-dichloroisoquinoline (26.0 g; prepared according to the method of G Simchen, Angew. Chem. Internat. Ed. 5 (7), 663, 1966), acetic acid (125 ml), hydrogen iodide (55 ml) and red phosphorus (9.0 g) was heated with stirring at a temperature of 170 C. for a period of 3 hours. After cooling the mixture was poured into ice-water and the aqueous mixture was neutralized with aqueous sodium hydroxide. The aqueous mixture was extracted with dichloromethane and the organic extract was dried over anhydrous magnesium sulfate. The solvent was evaporated to give an oil which was purified by column chromatography over silica gel (eluant dichloromethane) to give 3-chloroisoquinoline (18.23 g) mp<50 C. As the paragraph descriping shows that 7742-73-6 is playing an increasingly important role. Reference£º
Patent; ICI Australia Limited; US4409017; (1983); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem